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Potassium Carbonate → 5-Methylsulfonyl-2-[5-(4-acetylenyl-phenyl)-3-trifluoromethyl-1h-pyrazol-1-yl]pyridine

HRID 1634277
ノート
印刷プレビュー

反応式

HRID 1634277 の反応式
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15]([C:16]3[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=3)=[CH:14][C:13]([C:23]([F:26])([F:25])[F:24])=[N:12]2)=[N:9][CH:10]=1)(=[O:4])=[O:3].C[Si]([C:31]#[CH:32])(C)C.C(OCC)(=O)C.CCCCCC.C(=O)([O-])[O-].[K+].[K+]>C(N(CC)CC)C.CO.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[C:15]([C:16]3[CH:21]=[CH:20][C:19]([C:31]#[CH:32])=[CH:18][CH:17]=3)=[CH:14][C:13]([C:23]([F:26])([F:25])[F:24])=[N:12]2)=[N:9][CH:10]=1)(=[O:4])=[O:3]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 66111TrimethylsilylacetyleneHCID 99114082-[5-(4-Bromo-phenyl)-3-trifluoromethyl-pyrazol-1-yl]-5-methanesulfonyl-pyridineHCID 21226206Ethyl acetate hexane

生成物 1

HCID 102004535-Methylsulfonyl-2-[5-(4-acetylenyl-phenyl)-3-trifluoromethyl-1h-pyrazol-1-yl]pyridine

試薬・触媒・溶媒 3

HCID 178418397
HCID 178418397、化合物
触媒
HCID 887Methanol溶媒
HCID 8471Triethylamine溶媒

反応条件

温度
80 °C

実験手順

5-Methylsulfonyl-2-[5-(4-bromophenyl)-3-trifluoromethyl-1H-pyrazol-1-yl]pyridine (230 mg), Cul (5 mg), Pd(PPh3)4 (30 mg) were mixed in triethylamine (2.5 mL), followed by the addition of trimethylsilyl acetylene (0.182 mL), and the reaction mixture was heated at 80° C. for 2 hours. TLC in 1:1 of ethyl acetate/hexane showed complete conversion of the starting material to the product. The solvent was removed in vacuo to give the crude product. This crude material was then dissolved in methanol (2.5 mL), followed by the addition of potassium carbonate (20 mg). The reaction mixture was stirred at room temperature for 30 minutes. After filtration, the solvent was removed in vacuo to give the crude product which was purified by flash chromatography using 70:30 of methylene chloride/hexane to give the title compound (41 mg).

後処理

  1. customThe solvent was removed in vacuo
  2. customto give the crude product
  3. filtrationAfter filtration
  4. customthe solvent was removed in vacuo
  5. customto give the crude product which
  6. customwas purified by flash chromatography

出典と根拠

ORDレコード
ord-931cdfa55cc94e0abc5cd70cac543923
出典データセット
uspto-grants-2003_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06506779B1

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート